Mn(III) Protoporphyrin IX chloride

Mn(III) Protoporphyrin IX chloride 8,13-Bis(vinyl)-3,7,12,17-tetramethyl-21H,23H-porphine-2,18-dipropionic acid manganese(III) chloride CAS: 120389-54-0 MDL: MFCD00216788

Field of Interest: Heme Oxygenase, Catalysis, MRI, Relaxation Enhancement Agents, Supercapacitors

Background: Mn(III) Protoporphyrin IX chloride is a metallated derivative of protoporphyrin IX which has been used as an experimental relaxation enhancement agent for MRI^1-3.  Prostaglandin endoperoxide synthase was reconstituted with Mn(III) protoporphyrin IX and found to have full cyclooxygenase activity⁴. Manganese protoporphyrin IX reconstituted myoglobin acts as an epoxidation catalyst with oxone⁵. Electropolymerized manganese protoporphyrin IX was used to produce a polyporphyrin film for use in supercapacitors⁶.

Molecular weight: 651.03 g/mol

Molecular Formula: C₃₄H₃₂ClMnN₄O₄

CAS Number: 120389-54-0

MDL Number: MFCD00216788

Storage: Store at room temperature, protect from light.

Synonyms: MN(III) PROTOPORPHYRIN IX CHLORIDE
8,13-BIS(VINYL)-3,7,12,17-TETRAMETHYL-21H,23H-PORPHINE-2,18-DIPROPIONIC ACID MANGANESE(III) CHLORIDE, Chlor[3,3′-(3,7,12,17-tetramethyl-8,13-divinyl-2,18-porphyrindiyl-κ²N²²,N²⁴)dipropanoato(2-)]mangan, Chloro[3,3′-(3,7,12,17-tetramethyl-8,13-divinyl-2,18-porphyrindiyl-κ²N²²,N²⁴)dipropanoato(2-)]manganese, Chloro[3,3′-(3,7,12,17-tétraméthyl-8,13-divinyl-2,18-porphyrinediyl-κ²N²²,N²⁴)dipropanato(2-)]manganèse, Manganese, chloro[7,12-diethenyl-3,8,13,17-tetramethyl-21H,23H-porphine-2,18-dipropanoato(2-)-κN²¹,κN²³]-, 120389-54-0, MFCD00216788

References:

1.) Spaltro, S.M., Foster, N.; Synthesis and characterization of conjugates of poly(a-amino acids) and Manganese (III) protoporphyrin IX as relaxation enhancement agents for MRI. Journal of Applied Polymer Science 1990, 41, 1235-1249. https://doi.org/10.1002/app.1990.070410532

2.) Qazi, S., Uchida, M., Usselman, R., Shearer, R., Edwards, E., Douglas, T.; Manganese(III) porphyrins complexed with P22 virus-like particles as T1-enhanched contrast agents for magnetic resonance imaging. Journal of Biological Inorganic Chemistry2014, 19, 237-246. https://doi.org/10.1007/s00775-013-1075-4

3.) Lelyveld, V.S., Brustad, E., Arnold, F.H., Jasanoff, A.; Metal-Substituted Protein MRI Contrast Agents Engineered for Enhanced Relaxivity and Ligand Sensitivity. Am. Chem. Soc.2011, 133, 4, 649-651. https://doi.org/10.1021/ja107936d

4.) Strieder, S., Schaible, K., Scherer, H.J., Dietz, R., Ruf, H.H.; Prostaglandin endoperoxide synthase substituted with manganese protoporphyrin IX. Formation of a higher oxidation state and its relation to cyclooxygenase reaction. Journal of Biological Chemistry1992, 257, 13879-13878. https://doi.org/10.1016/S0021-9258(19)49649-X

5.) Cai, Y., Yao, Si., Hu, M., Liu, X., Zhang, J.; Manganese protoporphyrin IX reconstituted myoglobin capable of epoxidation of the C=C bond with Oxone. Chem. Front.,2016,3, 1236-1244. https://doi.org/10.1039/C6QI00120C

6.) Zhang, C., Xu, Y., Sasaki, S., Wang, X.; Supercapacitor electrodes based on electropolymerized protoporphyrins. Materials Today Energy21, 2021, 100830. https://doi.org/10.1016/j.mtener.2021.100830

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